Well I have watched some of the first amendment auditors. One in particular holds a sign saying " God bless the homeless vets".
People will sometimes offer money but he turns it down, telling them he is not homeless himself, he is just spreading the message. He is challenged sometimes by cops tell him he can't panhandle.
He insists that the Supreme court has ruled panhandling protected speech by the 1st Amendment, and regularly challenges ordinances against it saying they are unconstitutional.
I have not researched to see if he is right but most of the time the cops back down, although he has been arrested a few times. Most of the time charges are dropped. He has filed a couple of lawsuits and won. Your mileage may vary.